(M)y (F)irst time with Lori | 2016

I wrote a few days ago about a girl in college I dated named Lori. In short, she was a bit of a goody-goody, a little chubby, but definitely cute once she put some effort into it. I won't re-write the entire first story, but Lori was eager to please me, although she was a little nervous and a tad bit inexperienced.

Our first two or three sexual experiences were a lot like I described in my first story: Lori not wanting to go "all the way" but letting me finger her until she came loudly and messily. This would be followed by her alternating between stroking my cock and giving me a sloppy but enthusiastic blowjob. I would always cum, but eventually this smart and pretty cool chick would to need to let me fuck her.

If you don't remember from my last story, Lori had dirty blonde hair, a cute round face with a great smile. She was a slightly overweight, but carried it exceptionally well. Full, round breasts that she usually kept covered up, but that were extremely sensitive to my touch...

On about our fourth date, we ended up back at Lori's dorm room again. We were getting along really well, I felt like Lori had grown more comfortable with me, and I wanted to move things along a bit. We climbed up on her bed like normal, both still fully-clothed, and began to make out. The lights were still on, but Lori was usually pretty quick to turn them off once we started fooling around. Probably a little bit self-conscious about her body, I thought. I thought she looked damn fine, though, and I told her to keep the lights on, so I could look at her. She protested a bit but eventually left them on, as I began to kiss down her neck. I peeled her shirt off over her head, unhooking her bra quickly. Again, Lori hesitated and wanted the lights off, as even though we had fooled around on several occasions, she had not allowed me to see her fully exposed in the light quite yet.I made a point of constantly telling Lori how beautiful her body was, and how much I loved her chest. I sucked on her nipples as her breathing increased rapidly.

The lights on was less of a problem for Lori now, and I stood up and took off my shirt. She just laid on the bed watching, and I continued to unbutton my pants. Lori smiled, so I just kept undressing, stepping out of jeans and dropping my boxers to the floor. Standing naked in front of her bed, I started to rub my dick slowly in my hand and just looked at Lori intensely.

With my strip show done, Lori somewhat sheepishly unbuttoned her jeans. She began wriggling them down over her thighs, and I reached over to help her slide out of them. Now fully nude, Lori covered her neatly trimmed pussy with one hand in a last ditch effort for modesty. "Don't," I said. "I want to see...."

I stood there, stroking my cock for a few seconds, while Lori moved hand away to expose her warm, wet pussy. I slowly climbed back next to her, as we began to makeout again, this time with hands roaming all over each of our naked bodies. I eventually was lying directly on top of Lori kissing passionately, while my cock rested just outside of her pussy lips. I could tell she wanted to finally fuck, but was nervous. "Are you ready?," I asked her, and she slowly replied okay...I took the condom I brought with me (finally got to use it with her!) and slid it over my cock.

I eased inside of her slowly. Damn, she was tight. Her body tensed a bit, but then relaxed. Oh God, she moaned. We fucked in missionary for a few minutes, and I could tell Lori was really getting into it. I spread her legs out a bit, and increased my speed, and that was all it took. Lori tightened her entire body around mine, and began bucking feverishly. She let out a loud moan, as she came, her body quivering.

I hadn't come yet, so Lori asked me what position I wanted. I pulled her to the edge of the bed, helped her roll over, and I entered her from behind. Her on all fours on the bed, me standing, fucking her from behind -I was in heaven.

Lori had a fantastic round ass, and I loved to watch it while we fucked. I could tell I was getting close, and I pumped deeper and harder. I grabbed onto Lori's ass as bursts of cum exploded out of dick. Thoroughly exhausted, we both crashed onto the bed to catch our breath.

From then on, Lori and I fucked after almost every date. Sometimes, we never even made it to the date. Her inhibitions slowly melting away, we dated for a few months. I eventually ended it - she was wanting to get too serious, and I just wasn't ready at the time to make a long-term committment. But I will always remember the enjoyment of breaking someone in.